CAS 1405-87-4: Bacitracin
Description:Bacitracin is a polypeptide antibiotic primarily derived from the bacterium Bacillus subtilis. It is characterized by its ability to inhibit bacterial cell wall synthesis, making it effective against a range of Gram-positive bacteria. Bacitracin is often used topically due to its potential nephrotoxicity when administered systemically. The compound is typically found in ointments and creams for treating minor skin infections and is also utilized in some veterinary applications. Bacitracin exhibits a low solubility in water, which influences its formulation and application. Its mechanism of action involves binding to the lipid carrier that transports peptidoglycan precursors across the bacterial membrane, thereby disrupting cell wall formation. While it is effective against certain pathogens, its use is limited due to the risk of resistance development and its toxicity profile. Bacitracin is classified under the ATC code D06AX01 and is recognized for its role in both clinical and agricultural settings, although its systemic use is generally avoided.
Formula:Unspecified
InChI:InChI=1/C66H103N17O16S/c1-9-35(6)52(69)66-72-32-48(100-66)63(97)80-43(26-34(4)5)59(93)75-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)76-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-73-39)77-60(94)44(27-38-18-13-12-14-19-38)81-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)74-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,73)(H,71,89)(H,74,90)(H,75,93)(H,76,98)(H,77,94)(H,78,96)(H,79,95)(H,80,97)(H,81,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35?,36?,37?,40-,41+,42+,43-,44+,45-,46-,47+,48?,52-,53-,54-/m0/s1
- Synonyms:
- (4R)-4-[[(2S)-2-[[2-[(1S)-1-amino-2-methyl-butyl]4,5-dihydrothiazole-5-carbonyl]amino]-4-methyl-pentanoyl]amino]-5-[[(1S)-1-[[(3S,6R,9S,12R,15S,18R,21S)-3-(2-amino-2-oxo-ethyl)-18-(3-aminopropyl)-12-benzyl-6-(carboxymethyl)-9-(3H-imidazol-4-ylmethyl)-2,5,8,11,14,17,20-heptaoxo-15-sec-butyl-1,4,7,10,13,16,19-heptazacyclopentacos-21-yl]carbamoyl]-2-methyl-butyl]amino]-5-oxo-pentanoic acid
- Agfivin
- Ai3-50147-X
- Altracin
- Ayfivin
- Baci-Jel
- Baciguent
- Bacillichin
- Bacilliquin
- Baciquent
- See more synonyms
- Bacitek Ointment
- Bacitracina
- Bacitracine
- Citracin
- Fortracin
- Parentracin
- Penitracin
- Topitracin
- Tropitracin
- Zutracin
- cyclo[N~6~-(N-{[2-(1-amino-2-methylbutyl)-4,5-dihydro-1,3-thiazol-4-yl]carbonyl}leucyl-alpha-glutamylisoleucyl)-N~2~-asparaginyllysylornithylisoleucylphenylalanylhistidyl-alpha-aspartyl]
- Bacitracin
